
How to Fail at Almost Everything and Still Win Big: Kind of the Story of My Life
Scott Adams
4.7 on Amazon
21 HN comments

The Power of Full Engagement: Managing Energy, Not Time, Is the Key to High Performance and Personal Renewal
Jim Loehr and Tony Schwartz
4.6 on Amazon
21 HN comments

An Elegant Puzzle: Systems of Engineering Management
Will Larson
4.5 on Amazon
19 HN comments

The Fifth Risk: Undoing Democracy
Michael Lewis
4.5 on Amazon
19 HN comments

Purple Cow: Transform Your Business by Being Remarkable
Seth Godin
4.5 on Amazon
16 HN comments

Team of Teams: New Rules of Engagement for a Complex World
Stanley Gen. McChrystal, Tantum Collins , et al.
4.7 on Amazon
16 HN comments

Inspired: How to Create Tech Products Customers Love (Silicon Valley Product Group)
Marty Cagan
4.6 on Amazon
15 HN comments

Playing to Win: How Strategy Really Works
A.G. Lafley and Roger L. Martin
4.5 on Amazon
15 HN comments

Good Strategy/Bad Strategy: The difference and why it matters
Richard Rumelt
4.6 on Amazon
15 HN comments

Built to Sell: Creating a Business That Can Thrive Without You
John Warrillow, Erik Synnestvedt, et al.
4.7 on Amazon
14 HN comments

American Kingpin: The Epic Hunt for the Criminal Mastermind Behind the Silk Road
Nick Bilton, Will Damron, et al.
4.7 on Amazon
13 HN comments

Pitch Anything: An Innovative Method for Presenting, Persuading, and Winning the Deal
Oren Klaff
4.6 on Amazon
13 HN comments

Lean In: Women, Work, and the Will to Lead
Sheryl Sandberg
4.5 on Amazon
12 HN comments

Who
Geoff Smart and Randy Street
4.5 on Amazon
11 HN comments

Six Thinking Hats
Edward de Bono
4.6 on Amazon
11 HN comments
randycupertinoonMar 10, 2019
meta_AUonJuly 17, 2018
_conquistadoronDec 30, 2019
Do you have any other recommendations?
wmfonJan 28, 2020
j5r5mykonMay 19, 2021
https://www.nytimes.com/2015/12/27/business/dealbook/the-uns...
jason_slackonNov 12, 2017
randycupertinoonJan 5, 2019
Bad Blood by John Carreyrou about the rise and fall of Theranos is very similar feel to American Kingpin, if you enjoyed one you will probably love the other; I thought both were equally fantastic, probably my best reads of 2018.
ElCapitanMarklaonDec 12, 2018
A Man for all Markets - Edward O. Thorp. Loved his stories about counting cards and then moving onto hedge funds etc.
American Kingpin: The Epic Hunt for the Criminal Mastermind Behind the Silk Road – Nick Bilton. Not a bad rundown on the Silk Road. I came across this book after listening to the Casefile podcast https://casefilepodcast.com/case-76-silk-road-part-1/ which I highly recommend.
Origin - Dan Brown. Enjoyed his first couple of books and thought that this might be alright. It was okay.
rando444onJan 4, 2019
It reads like fiction, but is a true story, and hits all the right buttons for me (technology, entrepreneurial spirit, understanding how to (or how not to) learn from your mistakes, etc.).
It's well written and hard to put down.
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The power of habit was also a really good read if you hadn't read it already.
nodesocketonJuly 20, 2017
Seems like the AlphaBay founder was nowhere near as careful and technically proficient in OpsSec and DevOps as Ross. Arrogance. Running a darknet site is like gambling. Eventually the house wins. You'll make a mistake.
yoz-yonDec 9, 2020
I found that reading books on other subjects (from non-fiction I've read some biographies, some economics books, the usual suspects like Sapiens and such). I find that knowing a bit about everything is mainly a good way to keep conversations going because it enables you to chip in on many different subjects while otherwise it might be hard to find a common interest.
It also helps to see some issues that one might overlook. An example would be American Kingpin which shows how a good technical idea with no moral oversight might end up creating something that ultimately makes world a little bit worse.
nodesocketonSep 8, 2017
"If you give a mouse a cookie, he's going to ask for a glass of milk. When you give him the milk, he'll probably ask you for a straw. When he's finished, he'll ask you for a napkin."
SimulacraonAug 14, 2018